[1]李永双,李德江.双-三唑并[3,4-b]-[1,3,4]噻二唑类化合物的合成及抗癌活性研究[J].江西师范大学学报(自然科学版),2012,(03):297-300.
　LI Yong-shuang,LI De-jiang.The Synthesis and Anticancer Activities for Bis-Triazolo [3,4-b]-[1,3,4] Thiadiazole Derivatives[J].Journal of Jiangxi Normal University:Natural Science Edition,2012,(03):297-300.
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双-三唑并
[3,4-b]-
[1,3,4]噻二唑类化合物的合成及抗癌活性研究()
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《江西师范大学学报》（自然科学版）[ISSN:1006-6977/CN:61-1281/TN]

卷:
期数:
2012年03期
页码:
297-300
栏目:
出版日期:
2012-05-01

文章信息/Info

Title:
The Synthesis and Anticancer Activities for Bis-Triazolo
[3,4-b]-
[1,3,4] Thiadiazole Derivatives
作者:
李永双;李德江
三峡大学化学与生命科学学院,湖北宜昌443002
Author(s):
LI Yong-shuang;  LI De-jiang
关键词:
双-1; 2; 4-三唑并
[3; 4-b]-
[1; 3; 4]噻二唑; 合成; 抗癌活性
Keywords:
bis(4-amino-5-mercapto-1; 2; 4-triazol-3-yl)benzene;  synthesis;  anticancer activity
分类号:
O626.24
文献标志码:
A
摘要:
间苯二甲羧酸酯化、肼解、成盐、环化成双-(4-氨基-5-巯基-1,2,4-三唑-3-基)苯(1),再与芳香酸(2a~2m)在相转移催化剂四丁基碘化铵和 POCl3作用下,高产率地制得13种1,3-双[(6-芳基)-1,2,4-三唑并
[3,4-b]-
[1,3,4]噻二唑-3-基]苯类衍生物(3a~3m),并利用 IR、1H NMR、MS 和元素分析对目标化合物的结构进行了表征.用MTT 方法评价了它们在体外对 HepG-2、 A549-1和231-2癌细胞株的体外生长抑制活性.结果表明:所合成的13个新化合物(3a~3m)均具有潜在的体外抑制癌细胞生长活性,其中3d、3h 与3i 对 HepG2和231-2的体外抑制活性最强
Abstract:
The m-phthaloylhydrazide was prepared by hydrazinolysis of the dimethyl terephthalate. The reaction of terephthaloyl with CS2/KOH in absolute ethanol gave potassium terephthaloyldithiocarbazate and then the reaction of potassium terephthaloyldithiocarbazate with hydrazine hydrate afforded 3-benzyloxyphenyl-4-amino-5-mercapto- 1,2,4-triazole(1). 1,4-Bis[(6-aryl)-1,2,4-triazolo
[3,4-b]-
[1,3,4]thiadiazole-3-yl]benzene derivatives 3a~3m were accomplished with good yields by condensing bis-(4-amino-5-mercapto-1,2,4-triazol-3-yl) benzene (1) with dicarboxylic (2a~2m) acids in the presence of POCl3 and tetrabutylammonium iodide as catalyst. The structures of 3a~3m were confirmed by elementary analyses, IR, 1H NMR, and MS spectra, and their in vitro anticancer activity against the three cancer celllines of HepG-2, A549-1 and 231-2 was evaluated. Compounds 3d, 3h and 3i are highly active against HepG2 and 231-2.

参考文献/References:

[1] Holla B S, Gonsalves R, Shenoy S. Studies on some N-bridged heterocycles derived from bis-
[4-amino-5-mercapto-1,2,4-triazol- 3yl]alkenes [J]. Il Farmco, 1998, 53: 574-578.
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[3, 4-b]-
[1, 3, 4]thiadiazole-6- yl]thiophenes [J]. Phosphorus, Sulfur and Silicon, 2008, 183(9): 22229-22236.
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[3, 4-b]-
[1, 3, 4]thiadiazole-6- yl]hep?tanes [J]. Heterocyclic Commmunications, 2007, 13(6): 407-412.
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[3, 4-b]-
[1, 3, 4]thiadiazole-6-yl]pen?tanes [J]. Heterocyclic Commmunications, 2007(6): 347- 352.
[6] Li Dejiang, Bi Xiucheng, FU He-qing. Synthesis and fungicidal activities of the synthesis and antibacterial activities of 1, 4-bis[(3-aryl)-1, 2, 4-triazolo
[3, 4-b]-
[1, 3, 4]thiadiazole-6- yl]bu?tanes [J]. Phosphorus, Sulfur and Silicon, 2007, 182(6): 1307-1314.
[7] Hu Langxi, Li Dejiang. Synthesis and antibacterial activities of bis[(3-benzyloxypheynyl)-1, 2, 4-triazolo
[3, 4-b]-
[1, 3, 4]thiadiazole derivatives [J]. Heterocyclic Commmunications, 2010, 16(3): 73-77.
[8] 王兴国, 张争光, 李德江. 2, 5-双-1, 2, 4-三唑并
[3, 4-b]-
[1,3,4]噻二唑噻吩类衍生物的合成及抗菌活性 [J]. 江西师范大学学报: 自然科学版, 2010, 34(6): 560-563.
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[3, 4-b]-
[1, 3, 4]噻二唑-3-基]苯类衍生物的合成及抗癌活性研究 [J]. 江西师范大学学报: 自然科学版, 2011, 35(5): 526-528.

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更新日期/Last Update: 1900-01-01